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Methanol → 4-(5-Bromopyrimidin-2-yl)-3,5-difluorophenol

HRID 42007
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HRID 42007 반응식
[Br:1][C:2]1[CH:3]=[N:4][C:5]([C:8]2[C:13]([F:14])=[CH:12][C:11]([O:15]C)=[CH:10][C:9]=2[F:17])=[N:6][CH:7]=1.B(Br)(Br)Br.CO.C([O-])(O)=O.[Na+]>C(Cl)Cl.C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[N:6][C:5]([C:8]2[C:9]([F:17])=[CH:10][C:11]([OH:15])=[CH:12][C:13]=2[F:14])=[N:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 887MethanolHCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 673942495-Bromo-2-(2,6-difluoro-4-methoxyphenyl)pyrimidine

생성물 1

HCID 1361955854-(5-Bromopyrimidin-2-yl)-3,5-difluorophenol수율 96.5%

시약·촉매·용매 2

HCID 6344Dichloromethane
용매
HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 5-bromo-2-(2,6-difluoro-4-methoxyphenyl)pyrimidine (0.887 g, 2.95 mmol) in DCM at 0° C., was added dropwise a solution of BBr3 (1M in DCM) (22 ml, 22 mmol) and the reaction mixture was stirred overnight at room temperature. This mixture was then poured over cold MeOH and solid NaHCO3 was added slowly until pH=4-5. The suspension obtained was filtered and the filtrate evaporated. The solid obtained was redissolved in ethyl acetate, washed with water and brine, dried and concentrated to give the desired compound as a white solid (0.817 g, 85% of yield).

후처리

  1. additionwas added slowly until pH=4-5
  2. customThe suspension obtained
  3. filtrationwas filtered
  4. customthe filtrate evaporated
  5. customThe solid obtained
  6. washwashed with water and brine
  7. customdried
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-18d6551235cd4ddda8d73eb9a4e6944b
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08536165B2

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